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Crystal structure of sodium (1S)-d-mannit-1-yl­sulfonate

The title salt, Na(+)·C(6)H(13)O(9)S(−) [systematic name: sodium (1S,2S,3S,4R,5R)-1,2,3,4,5,6-hexa­hydroxy­hexane-1-sulfonate], is formed by reaction of d-mannose with sodium bis­ulfite (sodium hydrogen sulfite) in water. The anion has an open-chain structure with the S atom and the C atoms of the c...

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Autores principales: Haines, Alan H., Hughes, David L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6127687/
https://www.ncbi.nlm.nih.gov/pubmed/30225124
http://dx.doi.org/10.1107/S2056989018011556
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author Haines, Alan H.
Hughes, David L.
author_facet Haines, Alan H.
Hughes, David L.
author_sort Haines, Alan H.
collection PubMed
description The title salt, Na(+)·C(6)H(13)O(9)S(−) [systematic name: sodium (1S,2S,3S,4R,5R)-1,2,3,4,5,6-hexa­hydroxy­hexane-1-sulfonate], is formed by reaction of d-mannose with sodium bis­ulfite (sodium hydrogen sulfite) in water. The anion has an open-chain structure with the S atom and the C atoms of the carbohydrate chain forming an essentially planar zigzag chain in which the absolute values of the torsion angles lie between 173.6 (2) and 179.9 (3)°. The sodium cations are penta-­coordinated by O atoms, with one link to a carbohydrate O atom and four to O atoms of sulfonate residues in separate anions, thus creating a three-dimensional network. The carbohydrate anions are arranged in a head (–SO(3) (−)) to head (–SO(3) (−)) arrangement, thereby forming two parallel sheets linked through coordination to sodium ions, with each sheet containing inter­molecular hydrogen bonds between the anionic residues. Unusually, the double sheets are not connected to neighbouring sets of double sheets, either by ion coordination or inter­molecular hydrogen bonding.
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spelling pubmed-61276872018-09-17 Crystal structure of sodium (1S)-d-mannit-1-yl­sulfonate Haines, Alan H. Hughes, David L. Acta Crystallogr E Crystallogr Commun Research Communications The title salt, Na(+)·C(6)H(13)O(9)S(−) [systematic name: sodium (1S,2S,3S,4R,5R)-1,2,3,4,5,6-hexa­hydroxy­hexane-1-sulfonate], is formed by reaction of d-mannose with sodium bis­ulfite (sodium hydrogen sulfite) in water. The anion has an open-chain structure with the S atom and the C atoms of the carbohydrate chain forming an essentially planar zigzag chain in which the absolute values of the torsion angles lie between 173.6 (2) and 179.9 (3)°. The sodium cations are penta-­coordinated by O atoms, with one link to a carbohydrate O atom and four to O atoms of sulfonate residues in separate anions, thus creating a three-dimensional network. The carbohydrate anions are arranged in a head (–SO(3) (−)) to head (–SO(3) (−)) arrangement, thereby forming two parallel sheets linked through coordination to sodium ions, with each sheet containing inter­molecular hydrogen bonds between the anionic residues. Unusually, the double sheets are not connected to neighbouring sets of double sheets, either by ion coordination or inter­molecular hydrogen bonding. International Union of Crystallography 2018-08-24 /pmc/articles/PMC6127687/ /pubmed/30225124 http://dx.doi.org/10.1107/S2056989018011556 Text en © Haines and Hughes 2018 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.http://creativecommons.org/licenses/by/2.0/uk/
spellingShingle Research Communications
Haines, Alan H.
Hughes, David L.
Crystal structure of sodium (1S)-d-mannit-1-yl­sulfonate
title Crystal structure of sodium (1S)-d-mannit-1-yl­sulfonate
title_full Crystal structure of sodium (1S)-d-mannit-1-yl­sulfonate
title_fullStr Crystal structure of sodium (1S)-d-mannit-1-yl­sulfonate
title_full_unstemmed Crystal structure of sodium (1S)-d-mannit-1-yl­sulfonate
title_short Crystal structure of sodium (1S)-d-mannit-1-yl­sulfonate
title_sort crystal structure of sodium (1s)-d-mannit-1-yl­sulfonate
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6127687/
https://www.ncbi.nlm.nih.gov/pubmed/30225124
http://dx.doi.org/10.1107/S2056989018011556
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